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Me3SiCl and Et3SiI‐promoted one‐pot synthesis of 1,4‐dihydropyridine derivatives
Authors:Maryam Mirza‐Aghayan  Mahboubeh Khoshkameh Langrodi  Mahshid Rahimifard  Rabah Boukherroub
Institution:1. Chemistry and Chemical Engineering Research Center of Iran (CCERCI), P. Box 14335‐186, Tehran, Iran;2. Institut de Recherche Interdisciplinaire (IRI, USR 3078) and Institut d'Electronique, de Microélectronique et de Nanotechnologie (IEMN, UMR 8520), Cité Scientifique, Avenue Poincaré—B.P 60069, 59652 Villeneuve d'Ascq, France
Abstract:An efficient synthesis of 1,4‐dihydropyridine derivatives has been achieved by the one‐pot cyclocondensation reaction of methyl 3‐aminocrotonate and a range of aldehydes in the presence of chlorotrimethylsilane as a promoter under solvent‐free conditions. The cyclocondenstion reaction requires a very short time and takes place in good to excellent yields. Furthermore iodotriethylsilane, generated in situ by the reaction of triethylsilane and methyl iodide in the presence of palladium chloride, has been investigated for the synthesis of 1,4‐dihydropyridine derivatives. This facile and efficient method affords high yields for the preparation of 1,4‐dihydropyridines at room temperature and short reaction times. Copyright © 2009 John Wiley & Sons, Ltd.
Keywords:1  4‐dihydropyridine derivatives  Hantzsch reaction  solvent‐free conditions  chlorotrimethylsilane  iodotriethylsilane
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